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Cheap flights from Chicago Midway Airport to Milan from $397

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
KLM Logo
10:35 am - 10:45 amMDW  Chicago Midway-MXP Milan Malpensa
17h 10m1 stop Atlanta Hartsfield-Jackson
KLM Logo
12:55 pm - 10:10 pmMXP  Milan Malpensa-MDW Chicago Midway
16h 15m1 stop Atlanta Hartsfield-Jackson
$780KLM
Sun, Feb 21 - Tue, Mar 2
Delta Logo
1:41 pm - 11:45 amMDW  Chicago Midway-MXP Milan Malpensa
15h 04m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle
Delta Logo
12:55 pm - 10:55 pmMXP  Milan Malpensa-MDW Chicago Midway
17h 00m1 stop Atlanta Hartsfield-Jackson
$786Delta
Tue, Dec 1 - Tue, Dec 8
Delta Logo
1:22 pm - 11:45 amMDW  Chicago Midway-MXP Milan Malpensa
15h 23m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle
Delta Logo
12:55 pm - 10:56 pmMXP  Milan Malpensa-MDW Chicago Midway
17h 01m1 stop Atlanta Hartsfield-Jackson
$786Delta
Tue, Dec 1 - Tue, Dec 8
Multiple Airlines Logo
10:35 am - 8:45 amMDW  Chicago Midway-LIN Milan Linate
15h 10m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 6:37 pmLIN  Milan Linate-MDW Chicago Midway
19h 07m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County
$789Multiple Airlines
Tue, Feb 2 - Tue, Feb 9
Multiple Airlines Logo
5:59 pm - 1:55 pmMDW  Chicago Midway-LIN Milan Linate
12h 56m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 4:25 pmLIN  Milan Linate-MDW Chicago Midway
16h 55m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson
$789Multiple Airlines
Sun, Jan 31 - Tue, Feb 9
Multiple Airlines Logo
12:30 pm - 11:15 amMDW  Chicago Midway-LIN Milan Linate
15h 45m2 stops Minneapolis St Paul Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 10:10 pmLIN  Milan Linate-MDW Chicago Midway
22h 40m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson
$789Multiple Airlines
Wed, Jan 27 - Wed, Feb 10
Multiple Airlines Logo
12:30 pm - 11:15 amMDW  Chicago Midway-LIN Milan Linate
15h 45m2 stops Minneapolis St Paul Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 10:10 pmLIN  Milan Linate-MDW Chicago Midway
22h 40m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson
$789Multiple Airlines
Wed, Jan 27 - Thu, Feb 11
Multiple Airlines Logo
1:00 pm - 11:15 amMDW  Chicago Midway-LIN Milan Linate
15h 15m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 6:37 pmLIN  Milan Linate-MDW Chicago Midway
19h 07m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County
$789Multiple Airlines
Mon, Feb 1 - Tue, Feb 9
Multiple Airlines Logo
10:35 am - 8:45 amMDW  Chicago Midway-LIN Milan Linate
15h 10m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 10:10 pmLIN  Milan Linate-MDW Chicago Midway
22h 40m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson
$789Multiple Airlines
Wed, Jan 27 - Fri, Feb 12
Multiple Airlines Logo
10:35 am - 8:45 amMDW  Chicago Midway-LIN Milan Linate
15h 10m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle
Multiple Airlines Logo
6:30 am - 10:10 pmLIN  Milan Linate-MDW Chicago Midway
22h 40m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson
$790Multiple Airlines
Wed, Jan 27 - Fri, Feb 12

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Delta flights from Chicago Midway Airport to Milan

Our best Delta deals on Chicago Midway Airport to Milan flight tickets
Delta
Dec 1
MDW1:41 pmChicago Midway
15h 04m
2 stops
MXP11:45 amMilan Malpensa
Dec 8
MXP12:55 pmMilan Malpensa
17h 00m
1 stop
MDW10:55 pmChicago Midway
$786
Delta
Feb 21
MDW12:30 pmChicago Midway
14h 30m
2 stops
MXP10:00 amMilan Malpensa
Mar 2
MXP12:55 pmMilan Malpensa
16h 15m
1 stop
MDW10:10 pmChicago Midway
$791
Delta
Nov 10
MDW12:30 pmChicago Midway
15h 45m
2 stops
LIN11:15 amMilan Linate
Nov 20
LIN6:30 amMilan Linate
18h 34m
2 stops
MDW6:04 pmChicago Midway
$793

KLM flights from Chicago Midway Airport to Milan

Our best KLM deals on Chicago Midway Airport to Milan flight tickets
KLM
Feb 21
MDW10:35 amChicago Midway
17h 10m
1 stop
MXP10:45 amMilan Malpensa
Mar 2
MXP12:55 pmMilan Malpensa
16h 15m
1 stop
MDW10:10 pmChicago Midway
$780
KLM
Nov 24
MDW1:22 pmChicago Midway
13h 38m
2 stops
LIN10:00 amMilan Linate
Dec 1
LIN6:30 amMilan Linate
16h 44m
2 stops
MDW4:14 pmChicago Midway
$828
KLM
Sep 24
MDW10:48 amChicago Midway
15h 37m
1 stop
MXP9:25 amMilan Malpensa
Sep 30
MXP11:40 amMilan Malpensa
18h 04m
1 stop
MDW10:44 pmChicago Midway
$932

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Milan that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoMilan

MDW Chicago Midway - MXP Milan Malpensa

MDWMXP

Chicago Midway

Sun 2/21

10:35 am-10:45 am

1 stop17h 10m

Milan Malpensa

Tue 3/2

12:55 pm-10:10 pm

1 stop16h 15m

$780

ChicagoMilan

MDW Chicago Midway - MXP Milan Malpensa

MDWMXP

Chicago Midway

Tue 12/1

1:41 pm-11:45 am

2 stops15h 04m

Milan Malpensa

Tue 12/8

12:55 pm-10:55 pm

1 stop17h 00m

$786

ChicagoMilan

MDW Chicago Midway - MXP Milan Malpensa

MDWMXP

Chicago Midway

Tue 12/1

1:22 pm-11:45 am

2 stops15h 23m

Milan Malpensa

Tue 12/8

12:55 pm-10:56 pm

1 stop17h 01m

$786

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Tue 2/2

10:35 am-8:45 am

2 stops15h 10m

Milan Linate

Tue 2/9

6:30 am-6:37 pm

2 stops19h 07m

$789
Quickest round-trip

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Sun 1/31

5:59 pm-1:55 pm

2 stops12h 56m

Milan Linate

Tue 2/9

6:30 am-4:25 pm

2 stops16h 55m

$789

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Wed 1/27

12:30 pm-11:15 am

2 stops15h 45m

Milan Linate

Wed 2/10

6:30 am-10:10 pm

2 stops22h 40m

$789

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Wed 1/27

12:30 pm-11:15 am

2 stops15h 45m

Milan Linate

Thu 2/11

6:30 am-10:10 pm

2 stops22h 40m

$789

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Mon 2/1

1:00 pm-11:15 am

2 stops15h 15m

Milan Linate

Tue 2/9

6:30 am-6:37 pm

2 stops19h 07m

$789

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Wed 1/27

10:35 am-8:45 am

2 stops15h 10m

Milan Linate

Fri 2/12

6:30 am-10:10 pm

2 stops22h 40m

$789

ChicagoMilan

MDW Chicago Midway - LIN Milan Linate

MDWLIN

Chicago Midway

Wed 1/27

10:35 am-8:45 am

2 stops15h 10m

Milan Linate

Fri 2/12

6:30 am-10:10 pm

2 stops22h 40m

$790

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milan from

How to get the cheapest flight ticket from Chicago Midway Airport to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,289. The most expensive day to fly to Milan is Sunday, with ticket prices averaging around $1,574.

When to book flights from Chicago Midway Airport to Milan

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Milan according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Milan (MDW to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milan

Best Price Found

$397

Fastest flight time

12h 56m

Direct flights

None
The best one-way flight to Milan from Chicago Midway Airport in the past 72 hours is $397. The best round-trip flight deal from Chicago Midway Airport to Milan found on momondo in the last 72 hours is $780.
The fastest flight from Chicago Midway Airport to Milan takes 12h 56m
There are no direct flights from Chicago Midway Airport to Milan. There are no popular flight routes from Chicago Midway Airport to Milan.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Milan

  • How far is Chicago Midway to Milan by plane?

    Milan is 4534.8 mi away from Chicago Midway. Flights usually cover this in 12h 56m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Milan?

    Prices for flights from Chicago Midway Airport to Milan are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Milan?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milan.

  • What documentation or ID do you need to fly to Milan?

    The necessary travel and health documents for your Milan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Varenna
Bellagio
Stresa
Livigno
Brescia
Lecco
Monza
Menaggio
Crema
Bellano
Cernobbio
Domodossola
Baveno
Levanto
Rho
Iseo
Novara
Assago
Bormio
Saronno

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

Finding the right flight to Milan from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Milan quick and easy, saving you time and money.

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milan from Chicago with this policy.

How can momondo help me find flights from Chicago to Milan?

Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Milan now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milan and let you know when they change.

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Find better results for your trip to Italy

Fly into one of these airports located in Milan

Milan Linate Airport
Milan Malpensa Airport